Triethylamine → HCID 67112369, compound

HRID 2284102Notes

Reaction equation

HRID 2284102 reaction equation
[NH2:1][CH2:2][CH2:3][C:4]([NH:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH3:16])[CH:10]=1)=[O:5].[CH3:17][O:18][C:19]([C:21]1[CH:29]=[CH:28][C:24]([C:25](O)=[O:26])=[CH:23][CH:22]=1)=[O:20].OC1C2N=NNC=2C=CC=1.C(N(CC)CC)C.C(N=C=NCCCN(C)C)C>CN(C)C=O>[CH3:16][O:15][C:11]1[CH:10]=[C:9]([CH:14]=[CH:13][CH:12]=1)[CH2:8][CH2:7][NH:6][C:4](=[O:5])[CH2:3][CH2:2][NH:1][C:25]([C:24]1[CH:28]=[CH:29][C:21]([C:19]([O:18][CH3:17])=[O:20])=[CH:22][CH:23]=1)=[O:26]

Participants

7

Reactant 5

HCID 8471TriethylamineHCID 15513Monomethyl terephthalateHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 22692035HCID 22692035, compoundHCID 178418300HCID 178418300, compound

Product 1

HCID 67112369HCID 67112369, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To 3-amino-N-(3-methoxyphenethyl)propanamide (60 mg, 0.27 mmol) was added 4-(methoxycarbonyl)benzoic acid (49 mg, 0.27 mmol), hydroxybenzotriazole (3.7 mg, 0.027 mmol), triethylamine (42 μL, 0.30 mmol) and dimethyformamide (2.7 mL). Lastly, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (57 mg, 0.30 mmol) was added and the solution was allowed to stir overnight at room temperature in a capped vial. Upon completion of the reaction an aqueous workup is performed to give the crude product which was purified using flash chromatography.

Workup

  1. customUpon completion of the reaction an aqueous workup

Sources & evidence

ORD record
ord-66ca45a02d7142daae360835a04ad9d0
Source dataset
uspto-grants-2015_09
Patent number
US09144557B2

Reaction notes

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